Acylated flavonol glycoside from Platanus orientalis

Area of Science:

• Phytochemistry
• Natural Products Chemistry
• Pharmacology

Background:

• Platanus orientalis (Oriental plane tree) is a plant with a history of traditional medicinal use.
• Flavonoids and their glycosides are known for diverse biological activities.
• Acylated flavonol glycosides represent a complex class of natural products with potential therapeutic value.

Purpose of the Study:

• To isolate and characterize novel and known compounds from the ethanolic extract of Platanus orientalis leaves.
• To evaluate the chemopreventive potential of the isolated compounds against specific molecular targets.

Main Methods:

• Fractionation of ethanolic leaf extract using ethylacetate and n-butanol.
• Isolation of compounds using chromatographic techniques.
• Structure elucidation of compounds using Nuclear Magnetic Resonance (NMR) spectroscopy, including 2D NMR.
• In vitro evaluation of chemopreventive activities.

Main Results:

• Isolation of one new acylated flavonol glycoside: 3',5,7-trihydroxy-4'-methoxyflavonol 3-[O-2-O-(2,4-Dihydroxy)-E-cinnamoyl-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranosyl (1→2)]-β-D-glucopyranoside.
• Isolation of seven known related compounds.
• Identification of modest chemopreventive activities for some isolates against targets including nuclear factor-kappa B (NF-κB), nitric oxide (NO), aromatase, and QR2.

Conclusions:

• The study successfully identified a new acylated flavonol glycoside from Platanus orientalis.
• The isolated compounds exhibit preliminary, modest chemopreventive effects, warranting further investigation.
• Platanus orientalis leaves are a source of bioactive compounds with potential applications in chemoprevention.